HETEROCYCLES

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

■ Photocycloaddition of 1,3-Diphenyl-N-methyl Enaminoketonatoboron Difluoride with Simple Olefins

Kuniaki Itoh,* Kazuhiko Okazaki, and Yoshito Toyotomi

*Department of Chemistry, Faculty of Science, Kobe University, Nada-Ku, Kobe 6557-8501, Japan

Abstract

The photoaddition of some cyclic and acyclic olefins to (N-B)-Z-1-difluoroboryloxy-1,3-diphenyl-3-methylimino-1-propene (BF₂-complex (1)) is discussed. Some of the resulting [2+2] photoadducts produce cyclobutane derivatives having cis configurations. The rearrangements of the cyclobutanes give pyridinium salts and 1,5-diketones. Reaction schemes for the formation of the cyclobutanes are presented. The dimer of the BF₂-complex (1) is also formed in a reaction which is in competition with the olefins photoaddition.